DE60122607T2 - hair colour - Google Patents

Description

These The invention relates to the use of specific dyes for To dye of hair, wherein the composition has a significantly high hair dyeing power has a vivid and deep color shade in the hair Field of green-yellow to lend reddish yellow, a slight color fading in the course the time and a small change in the hue of the dye even after storage.

hair dyes can through this be classified to be used dye or depending whether or not they have a bleaching effect on melanin. Typical examples include a two-part permanent hair dye, which is composed of a first part comprising an alkali agent, an oxidation dye and a direct dye such as a nitro dye, and a second part comprising an oxidizing agent; and one one-part semi-permanent hair dye, comprising an organic Acid or an alkaline agent and a direct dye such as an acidic, basic or nitro dye.

Of the However, the above-described permanent hair dye has the disadvantages on that the hue given by an oxidation dye is not so alive and the color of the hair that with one Nitro dye, which produces a vivid color, is colored, the usual one As a direct pulling dye is used in the course the time is pretty faded and soon dull, even if the Color immediately after dyeing is very lively (Japanese Patent Application Laid-Open (Kokai) Hei-6-271435).

since For some time hair dyes are being reported as direct drawing dye with a so-called cationic dye a cation group in the conjugate system (Japanese Patent Publication (PCT) Hei-8-507545, 8-501322 or 10-502946 or Japanese Laid-Open Patent Application (Kokai) Hei-10-194942). It was found that These include the disadvantages that the intended coloring effects due to their decomposition by mixing with hair dyeing with Hydrogen peroxide, usually used as an oxidizing agent are not available; and that then, when the cation group is in an azo (-N = N) -based conjugated system added is, this opposite an alkali agent or reducing agent are unstable, the essential contained in a permanent hair dye.

WO 99/20234 relates to the dyeing of keratin fibers, such as hair, by the use of some specific azamethine dyes. These dyes lead to a good light and wash resistance of the hair. EP 0 226 197 also describes some specific azamethine dyes which have stability to light, heat, washing and the like. These dyes are used for dyeing human hair. In the introductory part of this document it is stated that the known azamethine dyes were not used for dyeing human hair.

One The object of this invention is to provide a hair dyeing composition the high hair dyeing power, a slight color fading over time and an excellent Has storage stability, making only a minor change the color of the dye is allowed after storage.

These Inventors have found that when the one described below Compound known (Japanese Patent Application (Kokai) Sho 53-8619) as a disperse dye for the dry transfer of acid modified synthetic fibers or as C.I. Basic Yellow 2 is used as the hair dye, the resulting dyeing composition the hair a vivid and deep hue ranging from greenish yellow to give reddish yellow without decomposition of the dye during hair dyeing can, an excellent light, washing, perspiration, friction and weather resistance unfolded and a small change the hue of the dye after storage compared to that immediately received after production because it is stable in composition exist.

worin R¹, R² und R³ gleich oder verschieden sind und jeweils unabhängig eine C_1-3-Alkylgruppe sind und der Benzolring A oder B eine nichtdissoziative Gruppe haben kann,

als direkt ziehender Farbstoff für eine Haarfärbezusammensetzung angegeben.According to one aspect of this invention, there is provided the use of an azamethine compound having the following formula (1) or (2)

wherein R ¹ , R ² and R ^{3 are the} same or different and each independently is a C _1-3 alkyl group and the Benzene ring A or B may have a non-dissociative group,

as a direct dye for a hair dye composition.

The Compound (1) is disclosed in Japanese Patent Application Laid-open (Kokai) Sho 53-8619 as a disperse dye for dry transfer printing of acid-modified fibers, while the compound (2) as C.I. Basic Yellow 2 is known. By using this connection (1) or (2) as a direct dye for a hair dye composition Can give the hair a vivid and deep hue ranging from greenish yellow to be awarded reddish yellow.

In the formula (1), examples of the C _1-3 alkyl group represented by R ¹ , R ² or R ³ include methyl, ethyl and propyl groups.

In of the formula (1) include examples of the non-dissociative substituent, which may be present on benzene ring A or B, methyl, ethyl, Propyl, methoxy, ethoxy, chlorine and nitro groups.

Specific examples of the direct-draw dye (1) used in the present invention include the following compounds:

When direct dye (1) or (2) may be one or more of these are used. Alternatively, another direct-pulling one Dye can be used in combination. In particular, the Combination with a red or blue dye to color the Hair with a deep and strong shiny dark brown or black color.

Examples of the other direct dye as the direct dyes (1) and (2) include Basic Blue 7 (CI 42595), Basic Blue 26 (CI 44045), Basic Blue 99 (CI 56059), Basic Violet 10 (CI 45170) , Basic Violet 14 (CI 42515), Basic Brown 16 (CI 12250), Basic Brown 17 (CI 12251), Basic Red 2 (CI 50240), Basic Red 22 (CI 11055), Basic Red 76 (CI 12245), Basic Red 118 (CI 12251: 1) and Basic Yellow 57 (CI 12719); and basic dyes disclosed in Japanese Patent Publication Sho 58-2204, Hei-9-118832, (PCT) Hei-8-501322 or (PCT) Hei-8-507545.

Of the direct dye (1) or (2) is preferably used in an amount from 0.01 to 20% by weight, more preferably from 0.05 to 10% by weight, especially 0.1 to 5 wt% based on the total composition (After mixing all parts, if a two- or three-part composition is used; The same applies below). If another one directly drawing dye is used in combination, the content is thereof with the direct dye (1) or (2) preferred in the range of 0.05 to 10 wt .-%, particularly 0.1 to 5 wt .-%, based on the entire composition.

The hair dye is preferably adjusted to pH 6 to 11, with pH 8 to 11 being more preferred is. Examples of the alkali agent used for pH adjustment will usually include used such as ammonia, organic amines and salts thereof. The alkali agent is preferably in an amount of 0.01 to 20 wt .-%, more preferably 0.1 to 10 wt .-%, especially 0.5 to 5 wt .-% used.

In the hair dye composition An oxidizing agent can be added become. In this case, hair dyeing and bleaching can be done simultaneously carried out which makes an even more lively hair coloring easier. Usually used oxidizing agents, for example hydrogen peroxide, Persulfates such as ammonium persulfate, potassium persulfate and sodium persulfate, Perborates such as sodium perborate, percarbonates such as sodium percarbonate and bromates such as sodium bromate and potassium bromate are useful. Of these, hydrogen peroxide is particularly preferred. The oxidizing agent is in an amount of 0.5 to 10 wt .-%, particularly 1 to 8 wt .-% added on the basis of the total composition.

In the hair dye composition Furthermore, an oxidation dye can be added. This insertion allows one clearly vivid color, not by the single use of an oxidation dye is achievable. As the oxidizing agent, the illustrated Oxidizing agents are used, with hydrogen peroxide especially is preferred. Alternatively, an oxidation system such as laccase may be used become. For the oxidation dye can known developers and couplers, usually for a Hair dye can be used oxidation-type.

Examples of the developer include p-phenylenediamines having one or more groups selected from NH ₂ , NHR and NR ₂ groups (R is a C _1-4 alkyl or hydroxyalkyl group) such as p-phenylenediamine, p-toluenediamine, N Methyl p-phenylenediamine, chloro-p-phenylenediamine, 2- (2'-hydroxyethylamino) -5-aminotoluene, N, N-bis (2-hydroxyethyl) -p-phenylenediamine, 2-hydroxyethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, methoxy-p-phenylenediamine, 2,6-dichloro-p-phenylenediamine, 2-chloro-6-methyl-p-phenylenediamine, 6-methoxy-3-methyl-p-phenylenediamine, 2,5-diaminoanisole, N- (2-hydroxypropyl) -p-phenylenediamine and N-2-methoxyethyl-p-phenylenediamine; 2,5-diaminopyridine derivatives and 4,5-diaminopyrazole derivatives; p-aminophenols such as p-aminophenol, 2-methyl-4-aminophenol, N-methyl-p-aminophenol, 3-methyl-4-aminophenol, 2,6-dimethyl-4-aminophenol, 3,5-dimethyl-4- aminophenol, 2,3-dimethyl-4-aminophenol and 2,5-dimethyl-4-aminophenol; o-aminophenols, o-phenylenediamines, 4,4'-diaminophenylamine and hydroxypropylbis (N-hydroxyethyl-p-phenylenediamine); and salts thereof.

Examples the coupler comprising 1-naphthol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 5-amino-2-methylphenol, 5- (2'-hydroxyethylamino) -2-methylphenol, 2,4-diaminoanisole, m-toluenediamine, resorcinol, m-phenylenediamine, m-aminophenol, 4-chlororesorcinol, 2-methylresorcinol, 2,4-diaminophenoxyethanol, 2,6-diaminopyridine, 2-amino-3-hydroxypyridine, 4-hydroxyindole, 6-hydroxyindole, 2,4-diamino-6-hydroxypyrimidine, 2,4,6-triaminopyrimidine, 2-amino-4,6-dihydroxypyrimidine, 4-amino-2,6-dihydroxypyrimidine, 4,6-diamino-2-hydroxypyrimidine and 1,3-bis (2,4-diaminophenoxy) propane; and salts thereof.

When Developer or coupler may be at least one of those exemplified above be used. Although there is no particular restriction on the content, this is in an amount of 0.01 to 20 wt .-%, especially 0.5 to 10 wt .-% added, based on the total composition.

to hair dye can a known autoxidation dye represented by an indole or indoline, or a known direct dye such as Nitrofarbstoff or disperse dye are added.

The Addition of a polyol, polyol alkyl ether, cationic or amphoteric Polymers or silicones for hair dyeing composition is preferred because the resulting hair dye composition can color the hair evenly and has improved cosmetic effects.

In addition to the described components can such, usually as starting material for Cosmetics are used to the hair dye composition of this invention within an extent given that the benefits of this invention are not compromised. Examples of such optional component include hydrocarbons, animal or vegetable fats and oils, higher fatty acids, organic solvents, penetration promoter, cationic surfactants, natural or synthetic polymers, higher Alcohols, ethers, amphoteric surfactants, nonionic surfactants, protein derivatives, Amino acids, Antiseptics, chelating agents, stabilizers, antioxidants, Plant extracts, crude drug extracts, vitamins, coloring matter, perfumes and ultraviolet absorbers.

The hair dye can be used conventionally as a one-part or two-part composition, comprising a component of the first part comprising an alkali agent, and a component of a second part comprising an oxidizing agent, or three-part composition, in addition to These two components, a powdery oxidant such Contains persulfate. The direct dye (1) or (2) may be in one or both these components of the two- or three-part composition are inserted. The one-part composition is applied to the hair while the two- or three-part composition after mixing these parts when coloring hair is applied to the hair.

Regarding the Form of hair dye composition there is no special restriction. Examples include powder, transparent solution, emulsion, cream, gel, Aerosol and aerosol foam. Preferably, it has a viscosity of 2,000 up to 100,000 mPa · s when applying to the hair (after mixing all parts, if a two- or three-part composition is used).

Examples

Verbindung (b)

Verbindung (c)

Verbindung (d)

Verbindung (e) (kein Farbstoff entsprechend dieser Erfindung)

The compounds used in the examples are the following: Compound (a)

Compound (b)

Compound (c)

Compound (d)

Compound (s) (no dye according to this invention)

Examples 1 to 5

On per se known manner were hair dyes as shown in the table 1 produced. The data in the following tables means "% by weight".

Table 1

Examples 6 to 9

On Hair dyes known per se were prepared according to Table 2.

Table 2

Examples 10 to 12

On per se known manner hair dyes were prepared according to Table 3.

Table 3

Example 13

In a manner known per se, the following hair dye was prepared. (First part) (Wt .-%) Para-aminophenol 1 Para-amino-ortho-cresol 1.1 Compound (d) 0.1 28% by weight aqueous ammonia 5 Monoethanolamine 2 cetanol 8.5 Polyoxyethylene (40) cetyl ether 3 Polyoxyethylene (2) cetyl ether 3.5 stearyltrimethylammonium 2 Liquid paraffin 0.5 sodium 0.05 ascorbic acid 0.5 tetrasodium 0.1 Perfume qs ammonium chloride Amount to adjust to pH 10 water rest (Second part) (Wt .-%) 35 wt .-% aqueous hydrogen peroxide 17.1 methylparaben 0.1 phosphoric acid Quantity to adjust to pH 3.5 water rest

Claims (3)

Use of an azamethine compound represented by the following formula (1) or (2):

wherein R ¹ , R ² and R ^{3 are the} same or different and each independently is a C _1-3 alkyl group and the benzene ring A or B may have a non-dissociative group;

as a direct dye in a hair dye composition. Use according to claim 1, wherein the composition furthermore contains an oxidizing agent. Use according to claim 1 or 2, wherein the composition further contains an oxidation dye.